Stable and easily available sulfide surrogates allow a stereoselective activation of alcohols
| Autor: | Bogdan R. Brutiu, Jérémy Merad, Ján Matyašovský, Martina Drescher, Nuno Maulide, Alexandre Pinto, Tobias Stopka |
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| Rok vydání: | 2021 |
| Předmět: | |
| Zdroj: | Chemical Science |
| ISSN: | 2041-6539 2041-6520 |
| Popis: | Isothiouronium salts are easily accessible and stable compounds. Herein, we report their use as versatile deoxasulfenylating agents enabling a stereoselective, thiol-free protocol for synthesis of thioethers from alcohols. The method is simple, scalable and tolerates a broad range of functional groups otherwise incompatible with other methods. Late-stage modification of several pharmaceuticals provides access to multiple analogues of biologically relevant molecules. Performed experiments give insight into the reaction mechanism. A simple and scalable method for stereoselective synthesis of thioethers directly from alcohols using isothiouronium salts is presented. The utility of this thiol-free reaction was exemplified by late-stage modification of complex molecules. |
| Databáze: | OpenAIRE |
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